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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylpropanamide —— C13H18N4O2S
(2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylpropanamide
—— (2S)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylpropanamide —— C18H26N4O2S
(2S)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylpropanamide
—— N-(5-oxo-1-phenyl-4H-pyrazol-3-yl)-2-pyrimidin-2-ylsulfanylacetamide —— C15H13N5O2S
N-(5-oxo-1-phenyl-4H-pyrazol-3-yl)-2-pyrimidin-2-ylsulfanylacetamide
—— (2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide —— C17H23N3OS3
(2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide
—— N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C20H21N3O2S
N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— (2S)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C15H19N3O2S
(2S)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C20H21N3O2S
N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C14H16FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— N-butyl-2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H24N4O2S
N-butyl-2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-(furan-2-ylmethyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C15H13N5O2S3
N-(furan-2-ylmethyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)-5-[(6-methyl-2-propan-2-ylpyrimidin-4-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C21H21N5O2S
2-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)-5-[(6-methyl-2-propan-2-ylpyrimidin-4-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— 4-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole —— C17H14N4OS2
4-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C21H20N4O3S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— 2-(2-Bromophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C14H7BrN4OS2
2-(2-Bromophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— 5-(4-fluorophenyl)-4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine —— C18H15FN6OS2
5-(4-fluorophenyl)-4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine
—— 2-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)-5-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C17H14N4O2S2
2-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)-5-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-benzyl-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylacetamide —— C20H26N4OS
N-benzyl-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylacetamide
—— 5-(4-fluorophenyl)-4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine —— C18H15FN6OS2
5-(4-fluorophenyl)-4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine
—— N-(3-fluorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C14H8FN5S3
N-(3-fluorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— 5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C18H20N4OS3
5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(2,4-dimethylphenyl)methyl]-N-methylacetamide —— C21H24FN5OS
2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(2,4-dimethylphenyl)methyl]-N-methylacetamide
—— (2R)-N-cycloheptyl-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H28N4O2S2
(2R)-N-cycloheptyl-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H28N4O2S2
(2R)-N-cycloheptyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H24N4O3S2
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— N-cyclopropyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C10H16N4O2S
N-cyclopropyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-(2-chlorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C14H8ClN5S3
N-(2-chlorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— 4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-6-phenylthieno[2,3-d]pyrimidine —— C18H16N6OS2
4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-6-phenylthieno[2,3-d]pyrimidine
—— (2R)-N-[(1S)-1-phenylethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)propanamide —— C18H24N4OS
(2R)-N-[(1S)-1-phenylethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)propanamide
—— N-[(4-fluorophenyl)methyl]-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C15H10FN5S3
N-[(4-fluorophenyl)methyl]-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— 5-[(dimethylamino)methyl]-4-methylsulfanyl-1H-pyrrol-3-amine —— C8H15N3S
5-[(dimethylamino)methyl]-4-methylsulfanyl-1H-pyrrol-3-amine
—— N-[[(2R)-oxolan-2-yl]methyl]-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C13H13N5OS3
N-[[(2R)-oxolan-2-yl]methyl]-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H22N4O3S2
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 5-((Isoxazol-5-ylmethyl)thio)-1,3,4-thiadiazol-2-amine —— C6H6N4OS2
5-((Isoxazol-5-ylmethyl)thio)-1,3,4-thiadiazol-2-amine
—— 4-cyclopropyl-3-(1,2-oxazol-5-ylmethylsulfanyl)-1H-1,2,4-triazol-5-one —— C9H10N4O2S
4-cyclopropyl-3-(1,2-oxazol-5-ylmethylsulfanyl)-1H-1,2,4-triazol-5-one
—— 1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone —— C17H25N5O2S
1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone
—— 2-(Furan-2-yl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole —— C14H9N3O3S2
2-(Furan-2-yl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-N-[(1R)-1-phenylethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)propanamide —— C18H24N4OS
(2S)-N-[(1R)-1-phenylethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)propanamide
—— 5-(Furan-2-yl)-3-[[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylmethyl]-1,2-oxazole —— C14H11N5O2S2
5-(Furan-2-yl)-3-[[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylmethyl]-1,2-oxazole
—— N-(4-fluorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C14H8FN5S3
N-(4-fluorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— 2-[(1-Tert-butyltetrazol-5-yl)sulfanylmethyl]-5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazole —— C18H19N7O2S
2-[(1-Tert-butyltetrazol-5-yl)sulfanylmethyl]-5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazole
—— 1-[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]pyrrolidin-2-one —— C12H10ClF3N2O2S
1-[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]pyrrolidin-2-one
—— ethyl (Z)-3-thiophen-2-yl-2-(3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)prop-2-enoate —— C17H14N4O2S3
ethyl (Z)-3-thiophen-2-yl-2-(3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)prop-2-enoate
—— ethyl (Z)-3-thiophen-3-yl-2-(3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)prop-2-enoate —— C17H14N4O2S3
ethyl (Z)-3-thiophen-3-yl-2-(3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)prop-2-enoate
—— ethyl (Z)-2-(3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)-3-thiophen-2-ylprop-2-enoate —— C14H14N4O2S2
ethyl (Z)-2-(3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)-3-thiophen-2-ylprop-2-enoate
—— ethyl (Z)-2-(3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)-3-thiophen-3-ylprop-2-enoate —— C14H14N4O2S2
ethyl (Z)-2-(3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)-3-thiophen-3-ylprop-2-enoate
—— (2R)-N-cycloheptyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C12H21N5OS
(2R)-N-cycloheptyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— (2S)-N-benzyl-N-tert-butyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C16H23N5OS
(2S)-N-benzyl-N-tert-butyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— (2S)-N-cycloheptyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C12H21N5OS
(2S)-N-cycloheptyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— (2R)-N-benzyl-N-tert-butyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C16H23N5OS
(2R)-N-benzyl-N-tert-butyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide —— C14H14ClNOS2
(2R)-2-(2-chlorophenyl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide